(2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate)

Base Information

• Chemical Name: (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate)
• CAS No.: 143122-44-5
• Molecular Formula: 2C₂HF₃O₂*C₃₇H₅₅N₅O₅S
• Molecular Weight: 909.988

Synonyms:

Chemical Property of (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate)

There total 12 articles about (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

2-Sulfanylpyridine (2637-34-5,73018-10-7) → (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate) (143122-44-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) sodium hydride / 1.) DMF, RT, 30 min, 2.) DMF, RT, 14 h

2: 96 percent / 4N HCl / methanol; dioxane / 1 h / Ambient temperature

3: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / 14 h / Ambient temperature

4: 4N HCl / methanol; dioxane / 1 h / Ambient temperature

5: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / Ambient temperature

6: CH₂Cl₂ / 1 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00097a010

Reference yield:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate) (143122-44-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / 14 h / Ambient temperature

2: 4N HCl / methanol; dioxane / 1 h / Ambient temperature

3: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / Ambient temperature

4: CH₂Cl₂ / 1 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00097a010

Reference yield:

(4S,5S)-3-(tert-butoxycarbonyl)-4-(cyclohexylmethyl)-2,2-dimethyloxazolidine-5-ethanol (124577-55-5) → (2S,3S)-2-<<(2S)-2-<<(4-aminopiperidino)carbonyl>oxy>-3-phenylpropionyl>-Leu-amino>-1-cyclohexyl-5-(2-pyridylthio)-3-pentanol bis(trifluoroacetate) (143122-44-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 86 percent / triethylamine / CH₂Cl₂ / 6 h / Ambient temperature

2: 1.) sodium hydride / 1.) DMF, RT, 30 min, 2.) DMF, RT, 14 h

3: 96 percent / 4N HCl / methanol; dioxane / 1 h / Ambient temperature

4: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / 14 h / Ambient temperature

5: 4N HCl / methanol; dioxane / 1 h / Ambient temperature

6: N-methylmorpholine (NMM), 1-hydroxybenzotriazole (HOBt), N-ethyl-N'-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDCl) / dimethylformamide / Ambient temperature

7: CH₂Cl₂ / 1 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00097a010

upstream raw materials:

4-tert-Butoxycarbonylamino-piperidine-1-carboxylic acid (S)-1-{(S)-1-[(1S,2S)-1-cyclohexylmethyl-2-hydroxy-4-(pyridin-2-ylsulfanyl)-butylcarbamoyl]-3-methyl-butylcarbamoyl}-2-phenyl-ethyl ester

trifluoroacetic acid

2-Sulfanylpyridine

N-tert-butoxycarbonyl-L-leucine

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